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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 877970Generated: October 27, 2026

Diisopropylethylamine → N-(6-Chloro-4-o-tolyl-pyridin-3-yl)-N-methyl-3,5-bis-trifluoromethyl-benzamide

https://huagongshe.com/reaction/877970

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant3,5-Bis(trifluoromethyl)benzoyl chlorideHCID 101856—
Reactant6-chloro-N-methyl-4-(2-methylphenyl)pyridin-3-amineHCID 57710443—
SolventTetrahydrofuranHCID 8028—
ProductN-(6-Chloro-4-o-tolyl-pyridin-3-yl)-N-methyl-3,5-bis-trifluoromethyl-benzamideHCID 60197100—

Reaction Steps

3,5-Bis-trifluoromethylbenzoyl chloride (76 mg, 0.28 mmol, CAS RN 1271-19-8) was added to a solution of 6-chloro-N-methyl-4-o-tolylpyridin-3-amine (30 mg, 0.13 mmol, prepared as described in WO2005/002577) and DIPEA (50 μL, 0.29 mmol) in THF (1.5 mL). The reaction mixture was stirred overnight, filtered and all volatiles removed in vacuo. The desired product was isolated by flash chromatography on silica gel (25% EtOAc in n-hexane) as a waxy solid (48 mg, 79%). MS (ESI): m/z=472.9 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987307B2
Source datasetuspto-grants-2015_03
ORD IDord-51379514f265442e837517e7b307a6c4
Source noteuspto-grants-2015_03